Merck
CN
All Photos(3)

Documents

904848

Sigma-Aldrich

2-Chloro-1,3-bis(2,6-diisopropylphenyl)imidazolium chloride

≥95%

Sign Into View Organizational & Contract Pricing
All Photos(3)
Synonym(s):
1,3-Bis(2,6-di-i-propylphenyl)-2-chloroimidazolium chloride, Chloroimidazolium chloride
Empirical Formula (Hill Notation):
C27H36Cl2N2
CAS Number:
1228185-09-8
Molecular Weight:
459.49
MDL number:
MFCD23703069

Assay

≥95%

form

powder

InChI

1S/C27H36ClN2.ClH/c1-17(2)21-11-9-12-22(18(3)4)25(21)29-15-16-30(27(29)28)26-23(19(5)6)13-10-14-24(26)20(7)8;/h9-20H,1-8H3;1H/q+1;/p-1

InChI key

JDMACANGISWEGX-UHFFFAOYSA-M

Related Categories

Application

This chloroimidazolium chloride is used in the deoxyfluorination of phenols. Recently, the Ritter lab used it in conjunction with 902314 and 906794 to incorporate the [18F]fluoride radiolabel site specifically into polypeptides for use with positron emission tomography (PET) imaging in the study of various biological applications.

Automate your fluorination reactions with Synple Automated Synthesis Platform (SYNPLE-SC002)

Other Notes

Site-specific deoxyfluorination of small peptides with [18F]fluoride

HDAC6 Brain Mapping with [18F]Bavarostat Enabled by a Ru-Mediated Deoxyfluorination

18F-Deoxyfluorination of Phenols via Ru p-Complexes

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Documents related to the products that you have purchased in the past have been gathered in the Document Library for your convenience.

Visit the Document Library

Difficulty Finding Your Product Or Lot/Batch Number?

Product numbers are combined with Pack Sizes/Quantity when displayed on the website (example: T1503-25G). Please make sure you enter ONLY the product number in the Product Number field (example: T1503).

Example:

T1503
Product Number
-
25G
Pack Size/Quantity

Additional examples:

705578-5MG-PW

PL860-CGA/SHF-1EA

MMYOMAG-74K-13

1000309185

enter as 1.000309185)

Having trouble? Feel free to contact Technical Service for assistance.

Lot and Batch Numbers can be found on a product's label following the words 'Lot' or 'Batch'.

Aldrich Products

  • For a lot number such as TO09019TO, enter it as 09019TO (without the first two letters 'TO').

  • For a lot number with a filling-code such as 05427ES-021, enter it as 05427ES (without the filling-code '-021').

  • For a lot number with a filling-code such as STBB0728K9, enter it as STBB0728 without the filling-code 'K9'.

Not Finding What You Are Looking For?

In some cases, a COA may not be available online. If your search was unable to find the COA you can request one.

Request COA

Robert J Gilliard et al.
Chemical communications (Cambridge, England), 53(91), 12325-12328 (2017-11-03)
The reaction of the chloroimidazolium chloride salt, [NHC-Cl][Cl], NHC = C{N(2,6-iPr2C6H3)CH}2 (1) with two equivalents of sodium phosphaethynolate, Na[OCP]·(dioxane)2.5, results in the formation of NHC-{cyclo-(CO)-P2-C(O)} (2) and NHC-P2-C(O)-NHC (3). Notably, in the presence of free NHC ligand, compound 2 converts
M Hassan Beyzavi et al.
ACS central science, 3(9), 944-948 (2017-10-06)
The deficiency of robust and practical methods for 18F-radiofluorination is a bottleneck for positron emission tomography (PET) tracer development. Here, we report the first transition-metal-assisted 18F-deoxyfluorination of phenols. The transformation benefits from readily available phenols as starting materials, tolerance of
Daniel Mendoza-Espinosa et al.
Journal of the American Chemical Society, 132(21), 7264-7265 (2010-05-07)
Using the nucleophilicity of NHCs and aNHCs, as well as the leaving group ability of the former, the carbon-carbon double bond of imidazol-2-ylidenes can be readily mono- and difunctionalized. These results provide also a new light on the formation of
Teppei Fujimoto et al.
Organic process research & development, 18(8), 1041-1044 (2014-09-02)
We report a practical synthesis method of the reagent PhenoFluor on decagram scale, provide a new formulation of PhenoFluor as a toluene solution, which should decrease challenges associated with the moisture sensitivity of the reagent, and expand the substrate scope
Martin G Strebl et al.
ACS central science, 3(9), 1006-1014 (2017-10-06)
Histone deacetylase 6 (HDAC6) function and dysregulation have been implicated in the etiology of certain cancers and more recently in central nervous system (CNS) disorders including Rett syndrome, Alzheimer's and Parkinson's diseases, and major depressive disorder. HDAC6-selective inhibitors have therapeutic
View All Related Papers

Related Content

Ritter Group – Professor Product Portal

The Ritter lab currently focuses on fluorination chemistry for late-stage functionalization of complex natural and unnatural products. PhenoFluor™ has been developed as a general reagent for the selective, predictable, direct deoxyfluorination of complex alcohols and phenols.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service